DE69208395D1 - Intermediates for the synthesis of 19-nor vitamin D compounds - Google Patents

Intermediates for the synthesis of 19-nor vitamin D compounds

Info

Publication number
DE69208395D1
DE69208395D1 DE69208395T DE69208395T DE69208395D1 DE 69208395 D1 DE69208395 D1 DE 69208395D1 DE 69208395 T DE69208395 T DE 69208395T DE 69208395 T DE69208395 T DE 69208395T DE 69208395 D1 DE69208395 D1 DE 69208395D1
Authority
DE
Germany
Prior art keywords
vitamin
compounds
intermediates
synthesis
side chain
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
DE69208395T
Other languages
German (de)
Other versions
DE69208395T2 (en
Inventor
Hector Floyd Deluca
Heinrich Konstantine Schnoes
Kato Leonard Perlman
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Wisconsin Alumni Research Foundation
Original Assignee
Wisconsin Alumni Research Foundation
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Wisconsin Alumni Research Foundation filed Critical Wisconsin Alumni Research Foundation
Application granted granted Critical
Publication of DE69208395D1 publication Critical patent/DE69208395D1/en
Publication of DE69208395T2 publication Critical patent/DE69208395T2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
    • C07C403/06—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by singly-bound oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
    • C07C47/277—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing ether groups, groups, groups, or groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
    • C07C47/26—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing hydroxy groups
    • C07C47/267—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing hydroxy groups containing rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

New intermediate compounds that can be used effectively for the synthesis of a broad range of 1 alpha -hydroxy-19-nor-vitamin D compounds. These novel intermediates are characterized by a group selected from hydroxy methyl (-CH2OH), carboxaldehyde (-CHO), and carboxy ester (-COOAlkyl) at the carbon 22 position of the side chain of a 19-nor-vitamin D nucleus. Intermediates of this type are useful for the introduction of side chain units and thus represent important synthons for the preparation of many different 19-nor-vitamin D compounds.
DE69208395T 1991-05-28 1992-05-28 Intermediates for the synthesis of 19-nor vitamin D compounds Expired - Lifetime DE69208395T2 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US07/705,932 US5086191A (en) 1991-05-28 1991-05-28 Intermediates for the synthesis of 19-nor vitamin D compounds

Publications (2)

Publication Number Publication Date
DE69208395D1 true DE69208395D1 (en) 1996-03-28
DE69208395T2 DE69208395T2 (en) 1996-06-27

Family

ID=24835525

Family Applications (1)

Application Number Title Priority Date Filing Date
DE69208395T Expired - Lifetime DE69208395T2 (en) 1991-05-28 1992-05-28 Intermediates for the synthesis of 19-nor vitamin D compounds

Country Status (8)

Country Link
US (1) US5086191A (en)
EP (1) EP0516411B1 (en)
JP (1) JP2668759B2 (en)
KR (1) KR0176979B1 (en)
AT (1) ATE134365T1 (en)
DE (1) DE69208395T2 (en)
DK (1) DK0516411T3 (en)
ES (1) ES2083685T3 (en)

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MXPA06003064A (en) * 2003-09-19 2006-05-31 Pfizer Prod Inc Pharmaceutical compositions and methods comprising combinations of 2-alkylidene-19-nor-vitamin d derivatives and parathyroid hormone.
AU2004273672A1 (en) * 2003-09-19 2005-03-31 Wisconsin Alumni Research Foundation Pharmaceutical compositions and methods comprising combinations of 2-alkylidene-19-nor-vitamin D derivatives and a bisphosphonate
NZ545393A (en) * 2003-09-19 2009-10-30 Wisconsin Alumni Res Found 2-Alkylidene-19-nor-vitamin D derivatives for the treatment of osteopenia or male osteoporosis
WO2005027929A1 (en) * 2003-09-19 2005-03-31 Pfizer Products Inc. Pharmaceutical compositions and methods comprising combinations of 2-alkylidene-19-nor-vitamin d derivatives and an estrogen
CN1852718A (en) * 2003-09-19 2006-10-25 辉瑞产品公司 2-alkylidene-19-nor-vitamin D derivatives for the treatment of frailty, muscle damage or sarcopenia
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NZ232734A (en) * 1989-03-09 1991-11-26 Wisconsin Alumni Res Found 19-nor vitamin d derivatives and pharmaceutical compositions

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JPH05186421A (en) 1993-07-27
DE69208395T2 (en) 1996-06-27
EP0516411A1 (en) 1992-12-02
DK0516411T3 (en) 1996-03-18
ATE134365T1 (en) 1996-03-15
JP2668759B2 (en) 1997-10-27
KR0176979B1 (en) 1999-05-15
KR920021506A (en) 1992-12-18
ES2083685T3 (en) 1996-04-16
US5086191A (en) 1992-02-04
EP0516411B1 (en) 1996-02-21

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